Holiday Highlands
Homes for Sale in Seminole, FL
All 364 homes for sale in Seminole, FL · median $373,750 · 63 homes for sale in 33776 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Holiday Highlands 1St Add in Seminole, FL has 1 home for sale. Over the 12 months ending 2026-09-20, 3 recorded sales closed at a median of $530,000, $277 per square foot, a median 47 days on market, sellers accepting 92% of original asking. Homes listed or recently sold were built 1972–1972; none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 59 ft). At the median price and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $10,270 ($9,460 with the full homestead exemption).
Holiday Highlands 1st Add is an established Seminole subdivision with 273 homes and a median build year of 1972, though the range stretches from 1919 to as recent as 2023. That spread tells you this isn't a single-era tract — it's a neighborhood that has seen steady infill and rebuilds layered onto its original mid-century core, so condition and update level will vary block to block and even lot to lot.
The homestead share sits at 73.7%, which points to a neighborhood weighted toward owner-occupied, primary-residence use rather than transient rental stock. For a buyer, that generally means less turnover pressure and more settled upkeep patterns; for a seller, it means your comps are more likely to be other owner-occupants than investors, which can affect how a home is priced and shown.
Holiday Highlands right now
🟡 Balanced market. 4.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: Low (1 active and pending listings, 3 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Holiday Highlands market snapshot (as of September 12, 2026): the median sale price is about $530K ($277 per sq ft over the trailing 12 months of closed sales), a median 47 days on market for closed sales, and 4.0 months of supply, a balanced market.
In ZIP 33776 (Seminole), 239 homes closed in the last 12 months at a median of $451K ($287/sq ft), down 1.6% year over year, with a median 43 days on market. Right now 44 active and 12 pending listings put supply at about 2.8 months — a balanced market. See the live ZIP 33776 housing market and the Pinellas County market.
Stellar MLS sales records identify 55 homes in Holiday Highlands that have changed hands since 2004, built between 1970 and 1980 (median 1972), with a median living area of about 1,812 sq ft and a typical 4-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 22 qualified sales in Holiday Highlands across 2024–2025 (15 in 2024, 7 in 2025), median $599,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
A Seminole community of 273 homes built across more than a century, centered on a median 1972 construction date and typical living space near 1,936 square feet — with no community amenities currently identified in MLS listings, so any pool, clubhouse, or HOA-run feature would need to be confirmed lot by lot.
Who Holiday Highlands is best for.
Best for
- A buyer looking for a settled, primarily owner-occupied Seminole neighborhood without amenity fees
- A buyer comfortable evaluating individual homes on their own condition rather than relying on a uniform neighborhood build era
- A buyer targeting a mid-size home footprint, in the range of the neighborhood's ~1,936 square foot median
Probably not for
- A buyer who wants a community with confirmed shared amenities like a pool or clubhouse already in place
- A buyer who wants every home in a neighborhood built to the same era or standard for easier apples-to-apples comparison
- An investor seeking a neighborhood with a high concentration of non-owner-occupied turnover
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($530K) IS the median in the snapshot above.
Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Deemed reliable but not guaranteed.
17% of homes for sale in ZIP 33776 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-02).
Holiday Highlands 1St Add Market Scorecard
Holiday Highlands 1St Add is currently a balanced market. About 4.0 months of supply, a median asking price of $570,000, and homes go under contract in about 19 days.
Typical home value in the 33776 ZIP is $508,618, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Holiday Highlands
Live MLS inventory for Holiday Highlands. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Holiday Highlands listings as of 2026-09-19, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
Every Home for Sale in Holiday Highlands 1St Add Right Now (1)
All 1 active and pending Holiday Highlands 1St Add listings with a detail page, newest first, refreshed twice a day from the MLS.
- 13344 88th Avenue · $560,000 · 4 bd / 2 ba · listed Aug 29, 2026 · listed by Realty Experts
Holiday Highlands on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
The Holiday Highlands buying strategy.
If we were buying in Holiday Highlands today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Holiday Highlands.
A patchwork build era, not a single one
The year-built range in Holiday Highlands 1st Add — 1919 through 2023 — is unusually wide for a single platted subdivision of this size. That means walking the neighborhood, you'll see original-era homes next to substantial rebuilds or newer construction. For buyers, this makes it worth confirming a specific home's actual build and renovation history rather than assuming anything based on the neighborhood's median year of 1972.
Living space clusters around 1,936 square feet, a mid-size footprint that suits a range of layouts without skewing toward large-lot estate homes or compact starter units. With no community amenities identified from current MLS data, this isn't a neighborhood being marketed on shared recreation — the value case here is the home itself, its lot, and its location within Seminole, not a clubhouse or pool package.
The location and the amenities are priced into every listing in Holiday Highlands. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a subdivision spanning over a hundred years of construction, the details that matter — permit history, prior renovation quality, actual lot condition — don't show up cleanly in a listing sheet. We pull that context before you write an offer, and we price against comparable owner-occupied homes rather than assuming one median tells the whole story.
Holiday Highlands in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Holiday Highlands buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Holiday Highlands sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Holiday Highlands, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Holiday Highlands home worth?
Get a no-obligation home value based on real comparable sales in Holiday Highlands, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Seminole →
Frequently Asked Questions
What is the median home price in Holiday Highlands?
How long do homes in Holiday Highlands take to sell?
Is Holiday Highlands a buyer's or seller's market right now?
Who is the best real estate agent for Holiday Highlands?
How do I find a top Seminole real estate agent who knows Holiday Highlands?
Can Momentum Realty connect me with an agent for Holiday Highlands?
Where is Holiday Highlands, and what county is it in?
Should you buy in Holiday Highlands?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 19, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2014 (10 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how Holiday Highlands Add fits the bigger picture — live prices, inventory, and Momentum Scores:
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